合成路线:Treatment of 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid (I) with thionyl chloride yields the dichloride (II).Compound (II) is treated with acetoxyacetyl chloride to give compound (III),which is methylated with iodomethane.Condensation with 3-amino-1,2-propanediol of the N-methyl derivative (IV) thus obtained,followed by deacetylation with alkali metal hydroxide,yields iomeprol.
参考文献标题:Preparation of 5-acylamino-2,4,6-triiodo- or tribromo-benzoic acid derivs.
文献作者:Felder,E.; Musu,C.; Fumagalli,L.; Uggeri,F.(Bracco SpA)
参考来源:WO 8809328
合成路线:Treatment of 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid (I) with thionyl chloride yields the dichloride (II).Compound (II) is treated with acetoxyacetyl chloride to give compound (III),which is methylated with iodomethane.Condensation with 3-amino-1,2-propanediol of the N-methyl derivative (IV) thus obtained,followed by deacetylation with alkali metal hydroxide,yields iomeprol.
合成路线:In a different strategy,the target N-aryl hydroxy acetamide has been obtained by Smiles rearrangement of the aryloxy acetamide (I) under basic conditions.
参考文献标题:Smiles rearrangement,a new synthetic pathway to the synthesis of 5-(hydroxyacyl)-amino-2,4,6-triiodoisophthalamides
文献作者:Musu,C.; Felder,E.; Fumagalli,L.; Piva,R.; Uggeri,F.
参考来源:Invest Radiol 1990,25(Suppl.1),S100-1
合成路线:Treatment of 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylic acid (I) with thionyl chloride yields the dichloride (II).Compound (II) is treated with acetoxyacetyl chloride to give compound (III),which is methylated with iodomethane.Condensation with 3-amino-1,2-propanediol of the N-methyl derivative (IV) thus obtained,followed by deacetylation with alkali metal hydroxide,yields iomeprol.
合成路线:5-Hydroxy-1,3-benzenedicarboxylic acid dimethyl ester (I) is treated with 3-amino-1,2-propanediol to give the corresponding bisamide (II),which is then iodinated with iodine monochloride.The reaction of the triiodinated compound thus obtained (III) with sodium methoxide and chloroacetic acid ethyl ester yields N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-5-[2-ethoxy-2-oxoethoxy]-1,3-benzenedicarboxamide (IV),which is treated with methylamine to give the 5-[2-(methylamino)-2-oxoethoxy] derivative (V).Iomeprol is obtained through a Smiles-type intramolecular rearrangement of (V) in aqueous alkaline medium.
参考文献标题:IOMEPROL < Rec INN; BAN; USAN >
文献作者:Davies,A.; Felder,E.; Tirone,P.
参考来源:Drugs Fut 1990,15(11),1074
产品链接: CAS No. 78649-41-9››